Movies like The Greatest Gamble
The best movies like The Greatest Gamble are The Curious Birth of Benjamin Button (2009), McQueen (2018) and My Mom Jayne (2025). If The Greatest Gamble hooked you with its documentary, these 20 similar films are what to watch next, and every pick says why it matches.
The Greatest Gamble
Quick picks
- NewestCome See Me in the Good Light (2025)Released 2025
The Curious Birth of Benjamin Button (2009)
A documentary about the making of David Fincher's 2008 film THE CURIOUS CASE OF BENJAMIN BUTTON. Virtually every element in the evolution of the Fincher's film is documented here, from the project's attachment to numerous other directors during the 1990s, to its shoot in 2006 and 2007 in New Orleans, to its complex, CGI-intensive postproduction process.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisMcQueen (2018)
Alexander McQueen's rags-to-riches story is a modern-day fairy tale, laced with the gothic. Mirroring the savage beauty, boldness and vivacity of his design, this documentary is an intimate revelation of McQueen's own world, both tortured and inspired, which celebrates a radical and mesmerizing genius of profound influence.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisMy Mom Jayne (2025)
Through deeply personal interviews with her siblings and an examination of the photographs, letters, and belongings left behind, Mariska assembles a new portrait of her mother Jayne Mansfield, an extraordinary and complex woman.
Why it matches: Recommended by TMDB viewers · both documentary
Absolute CinemaMovies like thisDirected by John Ford (1971)
A documentary about the life and films of director John Ford.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisAs I Was Moving Ahead Occasionally I Saw Brief Glimpses of Beauty (2000)
A compilation of over 30 years of private home movie footage shot by Lithuanian-American avant-garde director Jonas Mekas, assembled by Mekas "purely by chance", without concern for chronological order.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisCome See Me in the Good Light (2025)
In an intimate and joyful story of love in the face of loss, celebrated poets Andrea Gibson and Megan Falley find strength—and unexpected hilarity—in what might be their final year together.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisCapital in the Twenty-First Century (2019)
Film adaptation of French economist Thomas Piketty's ground-breaking global bestseller of the same name: an eye-opening journey through wealth and power.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisAbove Majestic (2018)
A look at the origins, history and conspiracies behind the "Majestic 12", a clandestine group of military and corporate figureheads charged with reverse-engineering extraterrestrial technology.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisThe Six Degrees of Helter Skelter (2009)
Entertainingly led by famous Hollywood historian Scott Michaels, this epic documentary employs never-before-seen autopsy reports, dozens of rare photographs, original Manson Family music recordings, and modern-day visits to the locations where the action went down, in the most complete retelling of the Manson Murders ever put on film.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisA Decade Under the Influence (2003)
A documentary examining the decade of the 1970s as a turning point in American cinema. Some of today's best filmmakers interview the influential directors of that time.
Why it matches: Recommended by TMDB viewers · both documentary
Absolute CinemaMovies like thisThe U.S. vs. John Lennon (2006)
A documentary on the life of John Lennon, with a focus on the time in his life when he transformed from a musician into an antiwar activist.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisAmerican Boy: A Profile of Steven Prince (1978)
Martin Scorsese spends an evening with larger-than-life raconteur Steven Prince—a former drug addict, road manager for Neil Diamond, and actor—as he recounts stories from his colorful life.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisTo Kill a Tiger (2023)
Ranjit, a farmer in India, takes on the fight of his life when he demands justice for his 13-year-old daughter, the victim of a brutal gang rape. His decision to support his daughter is virtually unheard of, and his journey unprecedented.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisHalloween: 25 Years of Terror (2006)
Follow the evolution of the 'Halloween' movies over the past twenty-five years. It examines why the films are so popular and revisits many of the original locations used in the films - seeing the effects on the local community. For the first time, cast, crew, critics and fans join together in the ultimate 'Halloween' retrospective.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisA Love Song for Latasha (2019)
A dreamlike conversation with the past and the present, reimagining Latasha Harlins' story by excavating intimate memories shared by those who loved her.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisLouis Theroux: Twilight of the Porn Stars (2012)
In 1997, Louis Theroux made a documentary about the world of male porn performers in Los Angeles. 15 years later, he returns to find a business struggling with the deluge of free porn on the internet. Louis revisits some of the original programme's contributors as well as meeting the latest crop of porn performers dreaming of porn stardom.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisThe Godfather Family: A Look Inside (1990)
A documentary on the making of the three Godfather films, with interviews and recollections from the film makers and cast. This feature also includes the original screen tests of some of the actors for "The Godfather" film, and some candid moments on the set of "The Godfather: Part III."
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisEx Libris: The New York Public Library (2017)
A documentary about how a dominant cultural and demographic institution both sustains their traditional activities and adapts to the digital revolution.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like this28 Up (1985)
Just two years away from turning 30, participants in Michael Apted's documentary series are facing serious questions of identity and purpose, wondering whether they've found their place in the world.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisPublic Speaking (2011)
Martin Scorsese’s portrait of writer and social commentator Fran Lebowitz, celebrated for her sharp wit and observations on modern life. Filmed at New York’s Waverly Inn and intercut with archival footage and interviews, the documentary captures Lebowitz’s distinctive worldview through her spontaneous monologues and public appearances.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like this
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Frequently asked questions
What are the best movies like The Greatest Gamble?
The closest matches to The Greatest Gamble are The Curious Birth of Benjamin Button (2009), McQueen (2018) and My Mom Jayne (2025). Below are 17 more, each with the reason it matches.
What should I watch after The Greatest Gamble?
Start with The Curious Birth of Benjamin Button (2009), the closest match to The Greatest Gamble.
What is the newest movie like The Greatest Gamble?
Come See Me in the Good Light (2025) is the most recent release on this list.
Are there English movies like The Greatest Gamble?
Yes: The Curious Birth of Benjamin Button (2009), McQueen (2018) and My Mom Jayne (2025).
How are movies similar to The Greatest Gamble chosen?
First come films that Trakt’s viewers watch alongside The Greatest Gamble, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.